Synthesis and substrate-controlled modification of β-aminocarbonyl using α-amylase enzyme and Pd-catalyst in one-pot

Abstract

The area of combining an enzyme and transition metals to catalyse the sequence of reactions in one-pot which improve total conversion and operational stability has seen tremendous growth in recent years. Herein, we describe the synthesis and substrate controlled modification of β-aminocarbonyl using α-amylase enzyme and Pd-based catalyst in the one-pot. Moreover, the chemo-enzymatic approach provides substituted indole derivatives unprecedentedly when isocyanide was used in the reaction. In the second phase, isocyanide was replaced by phenyl boronic acid which in turn provides the substituted amino biaryls in good yield. Next, the feasibility of one-pot chemo-enzymatic approach was proved by employing substituted 2-bromo aniline along with different isocyanide/phenyl boronic acid and obtained the corresponding products in 56–84% isolated yield.

Graphical Abstract

Keywords:

• Chemo-enzymatic
• β-aminocarbonyls
• Aza-Michael addition
• α-amylase
• Pd-catalyst

Additional information

Funding

This work was supported by the Department of Science and Technology, Government of India (DST/INSPIRE/04/2017/000095 and SERB-(CRG/2021/002077).